Trenchtown Packages (Flight + Hotel)
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Where to stay in Trenchtown
Find the best Trenchtown areas and neighborhoods for the activities you enjoy most. Learn more about Trenchtown
New Kingston
3 out of top 10 points of interest in this area
New Kingston is known for its ample dining options, and you can make a stop by Devon House and Kingston and St. Andrew Parish Library while in the area.
Port Royal
Explore the city where buccaneers and cutthroats once ruled. Learn about the earthquake that caused most of it to sink into the sea.
Half Way Tree
When in Half Way Tree, you can plan a visit to Devon House and Kings House, some noteworthy sights in the nearby area.
Liguanea
1 out of top 10 points of interest in this area
The restaurants and shopping are just a few features travellers like about Liguanea. If you want to do some sightseeing nearby, Bob Marley Museum and National Stadium are a few top places to visit.
Constant Spring
1 out of top 10 points of interest in this area
If you're spending some time in Constant Spring, Manor Park Plaza and Constant Spring Golf Club are top sights worth seeing.
Top hotels in Trenchtown
S Hotel Kingston
1 St Lucia Avenue Kingston Saint Andrew
Fully refundableReserve now, pay when you stay
฿6,310
฿8,116 total
4 Oct - 5 Oct
includes taxes & fees
9.4/10 Exceptional! (1,784 reviews)
"Awesome staff and lovely property"
Reviewed on 29 Sept 2026
R Hotel Kingston
2 Renfrew Road , Kingston 10, Jamaica Kingston Jamaica
Fully refundableReserve now, pay when you stay
฿5,484
฿6,724 total
2 Oct - 3 Oct
includes taxes & fees
8.4/10 Very good! (1,187 reviews)
"Located in New Kingston, close to everything needed for a business trip to Kingston. Comfortable and practical room; there is a rooftop restaurant—be sure to try the Jamaican specialties, especially the Jerk. Attentive staff throughout; the receptionist was very helpful. Recommended."
Reviewed on 29 Sept 2026
ROK Hotel Kingston, Tapestry Collection by Hilton
2-4 King Street Kingston
Fully refundableReserve now, pay when you stay
฿5,364
฿6,624 total
9 Oct - 10 Oct
includes taxes & fees
8.8/10 Excellent! (1,290 reviews)
"I thoroughly enjoyed my staff. The staff were amazing, the restaurants were great. I felt safe and well taken care of. I will be back."
Reviewed on 29 Sept 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
How much does a Trenchtown holiday package cost?
Be ready to book, because a trip to Trenchtown starts from only . When you bundle your flights, hotels and car rentals into a holiday package, you'll enjoy the best deals.
How do I get a cheap travel package to Trenchtown?
Our Trenchtown holiday packages promise plenty of savings for the savvy explorer. For the best deal, simply combine your hotel, flights and extras (such as activities) into one neat package. But bargain prices are just the beginning of your next awesome adventure. Book with Expedia and you'll have more than 550 air carriers and 1,000,000 hotels around the globe to pick from. Whatever your style or budget, there's a holiday package here just for you.
Where should I stay in Trenchtown?
Stay where the action happens. Many people favor hotels within easy reach of top attractions, like National Gallery of Jamaica, Bob Marley Museum and Devon House.
How far in advance should I book my Trenchtown holiday?
Travellers are usually able to compare international flights on Expedia within 12 months of the departure date. Booking late? With a little bit of luck, it's still possible to score a cheap ticket just weeks before your journey.
What does an Expedia Trenchtown travel package include?
Rental cars, hotels and flights — we've got them covered. With Expedia, you can shape your Trenchtown package the way you want. All you have to do is figure out just what you need. Once you've made your booking, you can add on extras like tours and activities. The more you bundle, the more you save!
What should I know before booking a Trenchtown travel package?
Bundling your bookings into a Trenchtown holiday package is the most convenient way to organise your trip. Not only that, you'll save when you combine your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Trenchtown Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday package. You get to choose. We have access to more than 550 partner airlines around the world, so you have lots of choice when creating your Trenchtown adventure.
If I'm not able to travel, can I cancel my Trenchtown holiday package?
Yes, you can. We totally understand that even the best-laid plans can fail, so we're happy to help if you need to make changes to your Trenchtown holiday package. You may be able to change or cancel your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
Stay near popular Trenchtown attractions
Carib 5 Cinema
Learn about the local history of Kingston when you take a trip to Carib 5 Cinema. Visit the lively bars or top-notch restaurants in this family-friendly area.
Trench Town Culture Yard
Enjoy an outing to Trench Town Culture Yard during your stay in Kingston. Visit the top-notch restaurants or lively bars in this relaxing area.
Serenity Park
Explore the great outdoors at Serenity Park, a lovely green space in Kingston. Visit the top-notch restaurants or lively bars in this relaxing area.
Wynter's Park
Explore the great outdoors at Wynter's Park, a lovely green space in Kingston. Visit the top-notch restaurants or lively bars in this relaxing area.
Things to do
Kingston Blue Mountains Tour with Coffee Tasting
฿2,952
per adult
100% of travellers recommend
Kingston Tour & Bob Marley Museum Admission
฿2,657
per adult
74% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.